A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Healdsburg holiday rentals

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

1. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (130 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is ฿3,444
฿3,926 total
includes taxes & fees
24 Aug - 25 Aug
Wildhaven Sonoma Glamping
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is ฿1,967
฿2,242 total
includes taxes & fees
20 Aug - 21 Aug
The Ranch at Lake Sonoma
A white building with a covered porch, potted plants, and a bicycle.

3. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (36 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is ฿5,323
฿5,935 total
includes taxes & fees
14 Sept - 15 Sept
Mandala Springs Wellness Retreat Center
A view from a window overlooking a lake with a dock and greenery.

4. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (367 reviews)
" The room was so clean and comfortable I feel so good and relaxed."
United States
Marcos
The price is ฿4,634
฿5,167 total
includes taxes & fees
20 Aug - 21 Aug
Clear Lake Cottages & Marina
A wooden cabin interior with a dining table, chairs, a TV mounted on the wall, a refrigerator, a microwave, and wooden cabinets.

5. Russian River RV Campground

Russian River RV Campground
1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
United States
Samantha
The price is ฿6,292
฿7,173 total
includes taxes & fees
20 Aug - 21 Aug
Russian River RV Campground
A kitchen with a stainless steel faucet, a microwave, and an oven.

6. Suites On Main

Suites On Main
2.0 star property
Kelseyville
10.0 out of 10, Exceptional, (3 reviews)
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street. We very much enjoyed our stay and will stay again."
United States
Margaret
The price is ฿6,443
฿9,497 total
includes taxes & fees
11 Sept - 12 Sept
Suites On Main
A row of cabins surrounded by tall trees in a forested area.

7. Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"I love this place. The River was going on. I wish I can go every weekend there.thank you for everything. We appreciate the owner."
United States
JOSELITA
The price is ฿4,425
฿7,421 total
includes taxes & fees
24 Aug - 25 Aug
Rouge Cobb Mountain Hotel - Cabin 3
A wooden pathway leading to a house with a view of a lake and mountains.

8. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
The price is ฿5,696
฿9,061 total
includes taxes & fees
20 Aug - 21 Aug
Watefront Getaway w/ Mtn Views & Dock in Clearlake
A patio with outdoor seating, a large tree, and a wooden fence.

9. Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"My stay with my fiancée and my little Maltese Terrier was fantastic! We had an amazing relaxing getaway! And the back yard of Cabin 2, was perfect to listen to the creek. As well as so many birds, we loved the back soo much we even drew canvases to remember our stay! Definitely will be coming back!"
United States
Keila
The price is ฿4,615
฿7,638 total
includes taxes & fees
24 Aug - 25 Aug
Rouge Cobb Mountain Hotel - Cabin 2
A bedroom with a wooden ceiling, a large bed, a chair, and a sliding glass door leading to an outdoor area.

10. Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
The price is ฿5,020
฿8,090 total
includes taxes & fees
9 Sept - 10 Sept
Rouge Cobb Mountain Hotel - Cabin 4
A compact living space with a wooden ceiling, a refrigerator, a dining table with chairs, a sofa, and a television mounted on the wall.

11. Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"Quaint mountain cabin, relaxing, clean, pet friendly, easy check in"
United States
Bethany
The price is ฿4,930
฿7,990 total
includes taxes & fees
9 Sept - 10 Sept
Rouge Cobb Mountain Hotel - Cabin 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Healdsburg Hotel Reviews

Appellation Healdsburg

Appellation Healdsburg

10/10 Excellent
"The room was very modern and well appointed. Sometimes the design of the amenities was more important than their function. But after using them, they all were impressive. Very comfortable bed. Housekeeping was very efficient."
Greg 2-night trip
Posted 1 day ago
Appellation Healdsburg

Find out more about Healdsburg

Search for holiday rentals in Healdsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Healdsburg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Healdsburg!

Frequently asked questions

Are there holiday rentals in Healdsburg?

Yes, there are holiday rentals in Healdsburg close to Healdsburg Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Healdsburg. While you're here, grab a bite or have a drink at the wineries and top-notch restaurants.

How many holiday rentals are there in Healdsburg?

Expedia has 140 holiday rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Russian River and Healdsburg Ridge Open Space Preserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include SingleThread Farm at Dry Creek. Healdsburg Plaza and Jordan Vineyard & Winery are other places to visit while you're in town.

What are holiday rentals like in Healdsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Healdsburg. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.